2-Diazo-N-(4-phenyl-but-3-ynyl)-N-(3-phenyl-prop-2-ynyl)-malonamic acid ethyl ester | 460740-44-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Diazo-N-(4-phenyl-but-3-ynyl)-N-(3-phenyl-prop-2-ynyl)-malonamic acid ethyl ester
• 英文别名: Ethyl 2-diazo-3-oxo-3-[4-phenylbut-3-ynyl(3-phenylprop-2-ynyl)amino]propanoate；ethyl 2-diazo-3-oxo-3-[4-phenylbut-3-ynyl(3-phenylprop-2-ynyl)amino]propanoate
• CAS: 460740-44-7
• 化学式: C₂₄H₂₁N₃O₃
• 分子量: 399.449
• InChiKey: LGRHRJSHRLNBPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  48.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Diazo-N-(4-phenyl-but-3-ynyl)-N-(3-phenyl-prop-2-ynyl)-malonamic acid ethyl ester 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 以35%的产率得到3-Ethoxy-1-phenyl-5-(4-phenyl-but-3-ynyl)-5,6-dihydro-furo[3,4-c]pyrrol-4-one
  参考文献：
  名称：

  A carbene insertion route to β-lactam fused cyclic enediynes

  摘要：

  A new methodology has been developed for the synthesis of biologically important beta-lactam fused enediynes 1 and 2. The key step is the successful insertion of the carbene generated from the diazo enediynes 3 and 4. The result is in sharp contrast to the fate of the carbene generated from acyclic enediyne 5 in which case the rearrangement product 6 and the dimer 7 were obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00724-4
• 作为产物：
  描述：

  4-Nitro-N-(4-phenyl-but-3-ynyl)-N-(3-phenyl-prop-2-ynyl)-benzenesulfonamide 在 对甲苯磺酰叠氮 、 potassium carbonate 、 苯硫酚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-Diazo-N-(4-phenyl-but-3-ynyl)-N-(3-phenyl-prop-2-ynyl)-malonamic acid ethyl ester
  参考文献：
  名称：

  A carbene insertion route to β-lactam fused cyclic enediynes

  摘要：

  A new methodology has been developed for the synthesis of biologically important beta-lactam fused enediynes 1 and 2. The key step is the successful insertion of the carbene generated from the diazo enediynes 3 and 4. The result is in sharp contrast to the fate of the carbene generated from acyclic enediyne 5 in which case the rearrangement product 6 and the dimer 7 were obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00724-4

文献信息

• A carbene insertion route to β-lactam fused cyclic enediynes
  作者：Amit Basak、Subrata Mandal

  DOI：10.1016/s0040-4039(02)00724-4

  日期：2002.6

  A new methodology has been developed for the synthesis of biologically important beta-lactam fused enediynes 1 and 2. The key step is the successful insertion of the carbene generated from the diazo enediynes 3 and 4. The result is in sharp contrast to the fate of the carbene generated from acyclic enediyne 5 in which case the rearrangement product 6 and the dimer 7 were obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.